New bis(α-aminophosphonates) were directly prepared with high diastereoselectivity by lipase catalytic promiscuity in the presence of immobilized Candida antarctica lipase.

Fiaud's acid is used as a novel and effective chiral organocatalyst for bis α-aminophosphonates synthesis with excellent diastereoselectivity and yields within short reaction time. All synthesized bis αaminophosphonates revealed a good to excellent antifungal capacity, where the six compounds 4a, 4b, 4e, 4h, 4k and 4l are the best fungicide inhibiting the growth of Fusarium oxysporum and Botrytis cinerea by 65% to 84% with IC50 values less than 0.02 mg/mL. Similarly, these six products exhibited a strong antioxidant effect, whereas a low inhibition activity was obtained with both AChE and BChE. Furthermore, they displayed a very weak inhibitory activity against tyrosinase except for the compound 4l. These findings suggest a possible use of these compounds as synthetic pesticides with less hazardous effects with antioxidant, and anti-tyrosinase properties.

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For the first time, enantiopure 1‐r‐oxo‐2‐c,5‐t‐diphenylphospholane was introduced as nucleophile in the multicomponent condensation reaction. Diastereoisomers of 2,5‐diphenyl‐1‐oxo‐1‐[alkylphenyl‐1‐(phenylamino) methyl] phospholane derivatives were synthesized by one‐pot process from aromatic aldehydes, anilines and enantiopure1‐r‐oxo‐2‐c,5‐t‐diphenylphospholane under green and eco‐compatible conditions. The reaction proceeds under catalyst‐free conditions at room temperature within very short time (3 min) in excellent yields (up to 95%). An X‐ray crystal structure has been obtained for 2,5‐diphenyl‐1‐oxo‐1‐[phenyl (phenylamino) methyl] phospholane.